Fragmentation of trimethoprim and other compounds containing alkoxy-phenyl groups in electrospray ionisation tandem mass spectrometry

European Journal of Mass Spectrometry

Volumn 11, Issue 1, 2005, Pages 73-82

  Eckers, Christine ^a   Monaghan, John J ^b   Wolff, Jean Claude ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

^b UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

Accurate mass; Alkoxyphenyl compounds; Electrospray ionisation; Fragmentation pathway; Radical fragment ions; Tandem mass spectrometry; Trimethoprim

Indexed keywords

3,4,5 TRIMETHOXYANILINE; 3,4,5 TRIMETHOXYBENZAMIDE; 3,4,5 TRIMETHOXYBENZOIC ACID 8 (DIETHYLAMINO)OCTYL ESTER; 3,4,5 TRIMETHOXYBENZYL ALCOHOL; 4 AMINOVERATROLE; 5,6 DIMETHOXYINDOLE; 6,7 DIMETHOXYQUINAZOLINE 2,4 DIONE; RESERPINE; TRIMEBUTINE; TRIMETHOBENZAMIDE; TRIMETHOPRIM; UNCLASSIFIED DRUG;

ACCURACY; ARTICLE; DRUG STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; FRAGMENTATION REACTION; MOLECULAR WEIGHT;

ALCOHOLS; ALKANES; ANILINE COMPOUNDS; BENZAMIDES; DRUG INDUSTRY; FOLIC ACID ANTAGONISTS; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TRIMETHOPRIM;

EID: 18844455753     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.719     Document Type: Article

References (13)

1. N. Barbarin, J.D. Henion and Y. Wu, "Comparison between liquid chromatography-UV detection and liquid chromatography-mass spectrometry for the characterization of impurities and/or degradants present in trimethoprim", J. Chromatogr. A 970, 141 (2002).
2. G.J. Lehr, T.L. Barry, G. Petzinger, G.M. Hanna and S.W. Zito, "Isolation and identification of process impurities in trimethoprim drug substance by high-performance liquid chromatography, atmospheric pressure chemical ionization liquid chromatography/mass spectrometry and nuclear magnetic resonance spectroscopy", J. Pharm. Biomed. Anal. 19, 373 (1999).
3. J.-C. Wolff, C. Eckers, A.B. Sage, K. Giles and R. Bateman, "Accurate Mass Liquid Chromatography/Mass Spectrometry on Quadrupole Orthogonal Acceleration Time-of-Flight Mass Analyzers Using Switching between Separate Sample and Reference Sprays. 2. Applications Using the Dual-Electrospray Ion Source", Anal. Chem. 73, 2605 (2001).
4. K. Klagkou, F. Pullen, M. Harrison, A. Organ, A. Firth and G.J. Langley, "Fragmentation pathways of sulphonamides under electrospray tandem mass spectrometric conditions", Rapid Commun. Mass Spectrom. 17, 2373 (2003).
5. G. Hopfgartner, W. Vetter, W. Meister and H. Ramuz, "Fragmentation of Bosentan (Ro 47-0203) in ion-spray mass spectrometry after collision-induced dissociation at low energy: a case of radical fragmentation of an even-electron ion", J. Mass Spectrom. 31, 69 (1996).
6. L. Zhou, R.D. Voyksner, D.R. Thakker, C.E. Stephens, M. Anbazhagan, D.W. Boykin, J.E. Hall and R.R. Tidwell, "Characterizing the fragmentation of 2,5-bis (4-amidinophenyl)furan-bis-O-methylamidoxime and selected metabolites using ion trap mass spectrometry", Rapid Commun. Mass Spectrom. 16, 1078 (2002).
7. G. Piperopoulos, R. Lotz, A. Wixforth, T. Schmierer and K.-P. Zeller, "Determination of naphthodianthrones in plant extracts from Hypericum perforatum L. by liquid chromatography - electrospray mass spectrometry", J. Chromatogr. B 695, 309 (1997).
8. L. Nizigiyimana, P.K. Rajan, A. Haemers, M. Claeys and P.J. Derrick, "Mechanistic Aspects of High-energy Collision-induced Dissociation Proximate to the Charge in Saturated Fatty Acid N-Butyl Esters Cationized with Lithium. Evidence for Hydrogen Radical Removal", Rapid Commun. Mass Spectrom. 11, 1808 (1997).
9. R.D. Bowen and A.G. Harrison, "Loss of methyl radical from some small immonium ions: unusual violation of the even-electron rule", Org. Mass Spectrom. 16, 180 (1981).
10. nd ASMS Conference on Mass Spectrometry, Nashville, TN, USA (2004).
11. H.J. Veith and J.H. Gross, "Alkane loss from collisionally activated alkylmethyleneimmonium ions", Org. Mass Spectrom. 26, 1061 (1991).
12. M.A. Anderson, T. Wachs and J.D. Henion, "Quantitative Ionspray Liquid Chromatographic/Tandem Mass Spectrometric Determination of Reserpine in Equine Plasma", J. Mass Spectrom. 32, 152 (1997).
13. J. Ke, M. Yancey, S. Zhang, S. Lowes and J. Henion, "Quantitative liquid chromatographic-tandem mass spectrometric determination of reserpine in FVB/N mouse plasma using a "chelating" agent (disodium EDTA) for releasing protein-bound analytes during 96-well liquid-liquid extraction", J. Chromatrogr. B 742, 369 (2000).